Lithiated bis(diethylamino)phosphine borane complex as useful nucleophilic phosphorus reagent

Tetrahedron Letters

Volumn 37, Issue 34, 1996, Pages 6099-6102

  Longeau, Alexia ^a   Knochel, Paul ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BORANE DERIVATIVE; PHOSPHORUS DERIVATIVE;

AMINO ACID SUBSTITUTION; ARTICLE; CATALYSIS; COMPLEX FORMATION; DRUG SYNTHESIS; NONHUMAN; REACTION ANALYSIS; REACTION TIME;

EID: 0030593588     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01296-8     Document Type: Article

References (27)

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27. 2) was added. The reaction mixture was stirred 4 h at rt and the solvent was removed by vacuum affording the pure bis(diethylamino)chlorophosphine borane complex 5. This crude material was diluted in THF (8 mL) and was added slowly to lithium naphthalenide prepared from naphthalene (2.04 g, 16 mol), cut lithium wire (110 mg, 16 mmol) at -78 °C. After 10 min of stirring, 1,4-diiodobutane (620 mg, 2.0 mmol) was added. The reaction mixture was stirred for 2 h at 78 °C. After usual workup and purification by flash chromatography (hexanes, then hexanes:ether 50:1), the desired diphosphine borane complex 7b was obtained as white crystals (690 mg, 1.60 mmol, 80 % yield; mp 80 °C).